Light-emitting material for organic electroluminescence device, and organic electroluminescence device for which the light-emitting material is adapted

Abstract

A light-emitting material of the following general formula [1] for an organic electroluminescence device, wherein each of A 1 to A 4 is a substituted or unsubstituted aryl group having 6 to 16 carbon atoms, and each of R 1 to R 8 is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, provided that adjacent substituents may form an aryl ring.

What is claimed is:  
     
       1. An organic electroluminescence device obtained by forming a hole-injecting layer, a light-emitting layer and an electron-injecting layer between a pair of electrodes which are an anode and a cathode, the light-emitting layer comprising at least one light-emitting material selected from the group consisting of the following general formulas:                    
       wherein each of A 1  to A 4  is a substituted or unsubstituted aryl group having 6 to 16 carbon atoms, and each of R 1  to R 8  is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, provided that adjacent substituents may form an aryl ring,                    
       wherein each of R 1  to R 28  is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, provided that adjacent substituents of R 1  to R 4  or R 5  to R 8  may form an aryl ring,                    
       wherein each of R 1  to R 8  and R 29  to R 48  is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, and each of X 1  to X 4  is independently O, S, C═O, SO 2 , (CH 2 ) x —O—(CH 2 ) y , a substituted or unsubstituted alkylene group or a substituted or unsubstituted alicyclic residue, provided that each of x and y is independently an integer of 0 to 20 and that x+y=0 in no case, provided that adjacent substituents of R 1  to R 4  or R 5  to R 8  may form an aryl ring,                    
       wherein each of R 1  to R 8  and R 29  to R 48  is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, and each of X 1  to X 4  is independently O, S, C═O, SO 2 , (CH 2 ) x —O—(CH 2 ) y , a substituted or unsubstituted alkylene group or a substituted or unsubstituted alicyclic residue, provided that each of x and y is independently an integer of 0 to 20 and that x+y=0 in no case, provided that adjacent substituents of R 1  to R 4  or R 5  to R 8  may form an aryl ring, and                    
       wherein each of R 1  to R 8  and R 29  to R 48  is independently a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group or a substituted or unsubstituted amino group, and each of Y 1  to Y 8  is independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aryl group having 6 to 16 carbon atoms, provided that adjacent substituents of R 1  to R 4  or R 5  to R 8  may form an aryl ring.  
     
     
       2. The organic electroluminescence device according to claim  1 , wherein the hole-injecting layer comprises an aromatic tertiary amine derivative. 
     
     
       3. The organic electroluminescence device according to claim  2 , wherein the aromatic tertiary amine derivative has the following general formula                    
       wherein each of B 1  to B 4  is independently a substituted or unsubstituted aryl group having 6 to 16 carbon atoms, and Z is a substituted or unsubstituted arylene group.  
     
     
       4. The organic electroluminescence device according to claim  1 , wherein the hole-injecting layer comprises a phthalocyanine derivative. 
     
     
       5. The organic electroluminescence device according to claim  1 , wherein the electron-injecting layer comprises a metal complex compound having the following general formula                    
       wherein each of Q 1  and Q 2  is independently a substituted or unsubstituted hydroxyquinoline derivative or a substituted or unsubstituted hydroxybenzoquinoline derivative, and L is a ligand which is a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group which may contain a nitrogen atom, —OR in which R is a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group or a substituted or unsubstituted aryl group which may contain a nitrogen atom, or —O—Ga—Q 3 (Q 4 ) in which Q 1  and Q 4  have the same meanings as those of Q 1  and Q 2 .  
     
     
       6. The organic electroluminescence device according to claim  1 , wherein the electron-injecting layer comprises a nitrogen-containing five-membered derivative. 
     
     
       7. The organic electroluminescence device according to claim  1 , wherein the light-emitting layer comprises the light-emitting material of the general formula (3). 
     
     
       8. The organic electroluminescence device according to claim  1 , wherein the light-emitting layer comprises the light-emitting material of the general formula (4). 
     
     
       9. The organic electroluminescence device according to claim  1 , wherein the light-emitting layer comprises the light-emitting material of the general formula (5). 
     
     
       10. The organic electroluminescence device according to claim  1 , wherein the hole-injecting layer comprises an aromatic tertiary amine derivative of the following general formula                    
       wherein each of B 1  to B 4  is independently a substituted or unsubstituted aryl group having 6 to 16 carbon atoms, and Z is a substituted or unsubstituted arylene group, and  
       the electron-injecting layer comprises a metal complex compound of the following general formula                    
       wherein each of Q 1  and Q 2  is independently a substituted or unsubstituted hydroxyquinoline derivative or a substituted or unsubstituted hydroxybenzoquinoline derivative, and L is a ligand which is halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted aryl group which may contain a nitrogen atom, —OR in which R is a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group or a substituted or unsubstituted aryl group which may contain a nitrogen atom, or —O—Ga—Q 3 (Q 4 ) in which Q 3  and Q 4  have the same meanings as those of Q 1  and Q 2 .